- Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia
-
Therapeutic angiogenesis is a potential therapeutic strategy for hind limb ischemia (HLI); however, currently, there are no small-molecule drugs capable of inducing it at the clinical level. Activating the hypoxia-inducible factor-1 (HIF-1) pathway in skeletal muscle induces the secretion of angiogenic factors and thus is an attractive therapeutic angiogenesis strategy. Using salidroside, a natural glycosidic compound as a lead, we performed a structure-activity relationship (SAR) study for developing a more effective and druggable angiogenesis agent. We found a novel glycoside scaffold compound (C-30) with better efficacy than salidroside in enhancing the accumulation of the HIF-1α protein and stimulating the paracrine functions of skeletal muscle cells. This in turn significantly increased the angiogenic potential of vascular endothelial and smooth muscle cells and, subsequently, induced the formation of mature, functional blood vessels in diabetic and nondiabetic HLI mice. Together, this study offers a novel, promising small-molecule-based therapeutic strategy for treating HLI.
- Han, Jingxuan,He, Yun,Huang, Song,Kasim, Vivi,Liu, Caiping,Marcelina, Olivia,Miyagishi, Makoto,Nugrahaningrum, Dyah Ari,Wang, Guixue,Wu, Shourong,Zou, Meijuan
-
supporting information
(2022/01/14)
-
- Cu-tethered macrocycle catalysts: Synthesis and size-selective CO2-fixation to propargylamines under ambient conditions
-
A novel air-stable, Cu-tethered macrocycle catalyst possessing a large inner cavity was successfully synthesized, creating a unique supramolecular catalytic system. The catalyst was utilized in the CO2-fixation reaction to propargylamines. The reaction proceeded more efficiently compared to the conventional CuI catalyst under atmospheric CO2 condition. Notably, owing to its topological effect, the Cu-tethered macrocycle catalyst exhibited unique substrate size selectivity.
- Kim, Nam-Kyun,Sogawa, Hiromitsu,Takata, Toshikazu
-
supporting information
(2020/05/01)
-
- Preparation method of 4-(4-hydroxyphenyl) cyclohexanone
-
The invention relates to the technical field of chemical synthesis, in particular to a preparation method of 4-(4-hydroxyphenyl) cyclohexanone. According to the preparation method, p-bromophenol is used as a raw material, a Grignard reagent is prepared through hydroxyl protection and Grignard reaction, then the prepared Grignard reagent is utilized to couple with 1,4-cyclohexanedione monoethyleneglycol ketal, then the product is dehydrated to obtain alkene, and double protecting groups are removed after hydrogenation to prepare a target product, namely, 4-(4-hydroxyphenyl) cyclohexanone. Thepreparation method of 4-(4-hydroxyphenyl) cyclohexanone, provided by the invention, has the advantages of reasonable process design, high yield and low production cost; the prepared 4-(4-hydroxyphenyl) cyclohexanone is a white solid, the HPLC content is more than 99.5%, the total yield of the product can reach 75-80%, and the raw materials are easy to obtain; and the method has simple operation and high safety, and realizes industrial production of 4-(4-hydroxyphenyl) cyclohexanone.
- -
-
Paragraph 0078-0081
(2019/08/01)
-
- REACTIVE MESOGEN, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY COMPRISING THE SAME
-
The invention relates to a reactive mesogen, a liquid crystal composition and a liquid crystal display comprising the same. The reactive mesogen is represented by a chemical formula 1, wherein, X1 andX2 independently are hydrogen or halogen, Y is -O-, -S-
- -
-
Paragraph 0142; 0143; 0144; 0145; 0146
(2019/01/24)
-
- Phosphoramidate prodrug of nucleoside analogues, a pharmaceutical composition and applications of the phosphoramidate prodrug
-
The invention relates to phosphoramidate prodrug of nucleoside analogues, or stereoisomers of the phosphoramidate prodrug, or a mixture of the stereoisomers of the phosphoramidate prodrug, or pharmaceutically acceptable salts or solvates of the phosphoramidate prodrug, and applications in the preparation of medicine for preventing or treating hepatitis B virus (HBV) and/or human immunodeficiency virus (HIV) infection alone or in combination with other medicine. The anti-HBV activity of the compound of the invention is equivalent to that of tenofovir alafenamide fumarate (TAF), and the compoundof the invention has the anti-liver fibrosis effect, can help improve the therapeutic effect of patients, and has good safety important clinical significance.
- -
-
Paragraph 0146-0148; 0161-0163; 0202-0204; 0207-0209
(2019/04/10)
-
- HCV POLYMERASE INHIBITORS
-
The invention provides compounds of the formula:wherein B is a nucleobase selected from the groups (a) to (d):and the other variables are as defined in the claims, which are of use in the treatment or prophylaxis of hepatitis C virus infection, and related aspects.
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Page/Page column 63
(2020/02/14)
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- Cyclopropenium Enhanced Thiourea Catalysis
-
An integral part of modern organocatalysis is the development and application of thiourea catalysts. Here, as part of our program aimed at developing cyclopropenium catalysts, the synthesis of a thiourea-cyclopropenium organocatalyst with both cationic hydrogen-bond donor and electrostatic character is reported. The utility of the this thiourea organocatalyst is showcased in pyranylation reactions employing phenols, primary, secondary, and tertiary alcohols under operationally simple and mild reaction conditions for a broad substrate scope. The addition of benzoic acid as a co-catalyst facilitating cooperative Br?nsted acid catalysis was found to be valuable for reactions involving phenols and higher substituted alcohols. Mechanistic investigations, including kinetic and 1H NMR binding studies in conjunction with density function theory calculations, are described that collectively support a Br?nsted acid mode of catalysis.
- Smajlagic, Ivor,Durán, Rocio,Pilkington, Melanie,Dudding, Travis
-
supporting information
p. 13973 - 13980
(2018/11/21)
-
- Magnetic nanoparticle-supported DABCO tribromide: A versatile nanocatalyst for the synthesis of quinazolinones and benzimidazoles and protection/deprotection of hydroxyl groups
-
1,4-Diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles (MNPs-DABCO tribromide) as a novel heterogeneous tribromide type compound was found to be an efficient and reusable nanocatalyst for the one-pot synthesis of 2-arylquinazolin-4(3H)-ones and 2-aryl-1H-benzo[d]imidazoles through oxidative cyclization of aldehydes with 2-aminobenzamides and 1,2-phenylenediamine, respectively. Also, MNPs-DABCO tribromide catalyzed trimethylsilylation/tetrahydropyranylation and desilylation/depyranylation of a wide variety of alcohols and phenols through changing the solvent medium at room temperature.
- Rostami, Amin,Pourshiani, Omid,Navasi, Yahya,Darvishi, Neda,Saadati, Shaghayegh
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p. 9033 - 9040
(2017/08/29)
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- Zwitterionic imidazolium salt: An efficient organocatalyst for tetrahydropyranylation of alcohols
-
An aprotic imidazole based zwitterionic-salt, 4-(3-methylimidazolium)-butane sulfonate has been found to be an efficient organocatalyst for tetrahydropyranylation by the reaction of 3,4-dihydro-2H-pyran (DHP) and different aliphatic alcohols as well as various phenolic compounds. The notable advantages of the present method are general applicability to various alcohols, clean reaction, production of no hazardous waste, open air reaction conditions and high yields. The catalyst can be reused without the loss of significant catalytic activity.
- Mahato, Sachinta,Chatterjee, Rana,Chakraborty Ghosal, Nirnita,Majee, Adinath
-
supporting information
p. 1905 - 1915
(2017/10/07)
-
- Polymerizable compound optical element
-
PROBLEM TO BE SOLVED: To provide a polymerizable compound which has high solubility with a liquid crystal material and which has little amount of uncured monomers, high stability of a pretilt angle and hardly causes seizure when the compound is added to a liquid crystal material to manufacture a PSA (polymer sustained alignment) display element, and to provide a liquid crystal material containing the polymerizable compound.SOLUTION: The polymerizable compound is expressed by general formula (I). Further, a composition, a liquid crystal composition and an optical element including the compound are also provided.
- -
-
Paragraph 0136; 0137
(2017/08/26)
-
- Thiosemicarbazone organocatalysis: Tetrahydropyranylation and 2-deoxygalactosylation reactions and kinetics-based mechanistic investigation
-
The first use of thiosemicarbazone-based organocatalysis was demonstrated on both tetrahydropyranylation and 2-deoxygalactosylation reactions. The organocatalysts were optimised using kinetics-based selection. The best catalyst outperformed previously reported thiourea catalysts for tetrahydropyranylation by 50-fold. Hammett investigations of both the organocatalyst and the substrate indicate an oxyanion hole-like reaction mechanism.
- Larsen, Dennis,Langhorn, Line M.,Akselsen, Olivia M.,Nielsen, Bjarne E.,Pittelkow, Michael
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p. 7978 - 7982
(2017/11/28)
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- DIOXOLANE ANALOGUES OF URIDINE FOR THE TREATMENT OF CANCER
-
The invention provides compounds of formula (I), wherein: R1 is OR11, or NR5R5'; R2 is H or F; R5 is H, C1-C6alkyl, OH, C(=O)R6, O(C=O)R6 or O(C=O)OR6; R5′ is H or C1-C6alkyl; R6 is C1-C6alkyl or C3-C7cycloalkyl; R13 is H, phenyl, pyridyl, benzyl, indolyl or naphthyl wherein the phenyl, pyridyl, benzyl, indolyl and naphthyl is optionally substituted with 1, 2 or 3 R22; and the other variables are as defined in the claims, which are of use in the treatment of cancer, and related aspects.
- -
-
Page/Page column 36
(2016/03/22)
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- Synthesis and polymerization of disiloxane Si–O–Si-linked phthalonitrile monomer
-
A novel low melting highly hydrolytically stable phthalonitrile monomer containing Ar–Si–O–Si–Ar bonds with Tg = 4 °C exhibits good rheological properties. Its cured resin possesses high heat deflection temperature (Thd = 471 °C) and
- Dzhevakov, Pavel B.,Korotkov, Roman F.,Bulgakov, Boris A.,Babkin, Alexander V.,Kepman, Alexey V.,Avdeev, Viktor V.
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p. 527 - 529
(2016/11/29)
-
- Polymerizable compound, polymerizable composition, and liquid crystal display element
-
Provided are: a polymerizable compound having a high polymerization reactivity, a high conversion rate and a high solubility in liquid crystal compositions; a polymerizable composition containing said compound; a liquid crystal composite prepared from sai
- -
-
Paragraph 0315; 0316; 0317
(2016/10/07)
-
- TETRASUBSTITUTED ALKENE COMPOUNDS AND THEIR USE
-
Disclosed herein are compounds, or pharmaceutically acceptable salts thereof, and methods of using the compounds for treating breast cancer by administration to a subject in need thereof a therapeutically effective amount of the compounds or pharmaceutically acceptable salts thereof. The breast cancer may be an ER-positive breast cancer and/or the subject in need of treatment may express a mutant ER-α protein.
- -
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Page/Page column 85
(2016/12/22)
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- Rapid Generation of Complex Molecular Architectures by a Catalytic Enantioselective Dearomatization Strategy
-
A catalytic enantioselective dearomatization strategy can be used to convert readily assembled phenols into complex polycyclic architectures. By combining oxidative dearomatization of phenols bearing a pendent nucleophile with enantioselective secondary a
- Williamson, Alice E.,Ngouansavanh, Tifelle,Pace, Robert D. M.,Allen, Anna E.,Cuthbertson, James D.,Gaunt, Matthew J.
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p. 116 - 120
(2015/12/26)
-
- HCV POLYMERASE INHIBITORS
-
The invention provides compounds of the formula:(I) wherein B is a nucleobase selected from the groups (a) to (d) and the other variables are as defined in the claims, which are of use in the treatment or prophylaxis of hepatitis C virus infection, and related aspects.
- -
-
Page/Page column 53
(2015/03/28)
-
- HCV POLYMERASE INHIBITORS
-
The invention provides compounds of the formula (I) wherein B is a nucleobase selected from the groups (a) to (d): and the other variables are as defined in the claims, which are of use in the treatment or prophylaxis of hepatitis C virus infection, and related aspects.
- -
-
Page/Page column 55
(2015/05/05)
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- 1-Benzyl-4-phenyl-1H-1,2,3-triazoles improve the transcriptional functions of estrogen-related receptor γ and promote the browning of white adipose
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The estrogen-related receptor γ (ERRγ) is a potential molecular target for the development of small molecules to stimulate the adipose browning process, which may represent a novel attractive strategy to treat obesity related disorders. The receptor possesses a very small ligand binding cavity and therefore identification of small molecule ERRγ modulators is a considerable challenge. We have successfully designed and synthesized a series of 1-benzyl-4-phenyl-1H-1,2,3-triazoles and demonstrated that they improve the transcriptional functions of ERRγ, potently elevating both the mRNA levels and the protein levels of ERRγ downstream targets. One of the most promising compounds, 4-(1-(4-iso-propylbenzyl)-1H-1,2,3-triazol-4-yl)benzene-1,2-diol (2e) was further shown to directly bind with the ERRγ ligand binding domain (ERRγ-LBD) in an isothermal calorimetric (ITC) assay and to thermally stabilize ERRγ-LBD protein by increasing its melting temperature (Tm) as demonstrated by circular dichroism (CD) spectroscopy. Furthermore, 2e potently stimulates the adipocyte browning process and induces mitochondrial biogenesis both in vitro and in vivo, suggesting the considerable therapeutic potential of this compound for the treatment of obesity and related disorders.
- Xu, Shilin,Mao, Liufeng,Ding, Ping,Zhuang, Xiaoxi,Zhou, Yang,Yu, Lei,Liu, Yingxue,Nie, Tao,Xu, Tingting,Xu, Yong,Liu, Jinsong,Smaill, Jeff,Ren, Xiaomei,Wu, Donghai,Ding, Ke
-
p. 3751 - 3760
(2015/07/27)
-
- N-(1-HYDROXY-3-(PYRROLIDINYL)PROPAN-2-YL)PYRROLIDINE-3-CARBOXAMIDE DERIVATIVES AS GLUCOSYLCERAMIDE SYNTHASE INHIBITORS
-
Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and compounds I for use to treat or prevent diseases or conditions associated with the enzyme glucosylceramide synthase (GCS).
- -
-
Paragraph 000358
(2015/05/19)
-
- Tetrahydropyranylation of alcohols in the presence of a slightly basic, heterogeneous titanium catalyst
-
4 ? molecular sieve modified with titanium (IV) is an efficient heterogeneous catalyst for the tetrahydropyranylation of alcohols under mild, slightly basic reaction conditions. The catalyst can be reused with good yield after a simple treatment with dichloromethane.
- Magyar, ágnes,Nagy, Balázs,Hell, Zoltán
-
p. 1876 - 1879
(2019/11/28)
-
- 3,5-Dinitrobenzoic acid catalyzed synthesis of 2,3-unsaturated O- and S-glycosides and tetrahydropyranylation of alcohols and phenols
-
A simple procedure for the synthesis of 2,3-unsaturated glycosides in acetonitrile and tetrahydropyranylation of alcohols and phenols in dichloromethane in the presence of 3,5-dinitrobenzoic acid is described. A variety of alcohols and thiols are reacted with glycals to give the desired products in high yields with high α-selectivity.
- Bodipati, Naganjaneyulu,Palla, Srinivasa Rao,Komera, Venkateshwarlu,Peddinti, Rama Krishna
-
supporting information
p. 6878 - 6881
(2015/02/02)
-
- A photolabile protection strategy for terminal alkynes
-
We present a strategy for photolabile protection of terminal alkynes. Several photo-caged alcohols were synthesized via mild copper(II)-catalyzed substitution between tertiary propargylic alcohols and 2-nitrobenzyl alcohol to build up robust, base stable o-nitrobenzyl (NB) photo-cleavable compounds. We compare the new photolabile protecting group with the commonly used alkyne protecting group, 2-methyl-3-butyn-2-ol and the results show that NB ethers are stable under the cleaving conditions for the cleavage of methylbutynol protected alkynes. Additionally, we present the synthesis of photo-cleavable NB derivatives containing thiol groups that can serve as agents for photoinduced surface functionalization reactions.
- Gschneidtner, Tina A.,Moth-Poulsen, Kasper
-
supporting information
p. 5426 - 5429
(2013/09/23)
-
- Solvent-free NaHSO4-SiO2-catalyzed efficient tetrahydropyranylation of alcohols and phenols
-
A simple and efficient tetrahydropyranylation of alcohols and phenols has been developed using NaHSO4-SiO2 (0.5 mol%) as a catalyst under solvent-free conditions to yield corresponding tetrahydropyranyl ethers in excellent yields.
- Kinfe, Henok H.,Mebrahtu, Fanuel M.,Moshapo, Paseka T.
-
p. 1237 - 1242
(2013/04/10)
-
- Recoverable fluorescence chemosensors for Ni2+ ions based on hydrogen-bonded side-chain copolymers presenting pendent benzoic acid and pyridyl receptor units
-
In this study we synthesized the novel fluorescent conjugated homopolymers P1 and P4 and the copolymers P2 and P3 containing proton-acceptor (pyridyl receptor) M1 monomer units and proton-donor (benzoic acid) M2 monomer units and investigated them as reco
- Yang, Po-Jen,Chu, Hsuan-Chih,Chen, Te-Cheng,Lin, Hong-Cheu
-
supporting information; experimental part
p. 12358 - 12368
(2012/10/07)
-
- NOVEL CHAIN TRANSFER AGENT AND EMULSION POLYMERIZATION USING THE SAME
-
To provide a novel compound having both a surface-activating ability and a polymerization controlling ability. A compound represented by the following general formula (1) or (2): wherein, R1 and R3 are an organic group having the hyd
- -
-
Page/Page column 12
(2012/12/14)
-
- Traceless solid-phase synthesis of trifluoromethylarenes
-
Save the best for last: In the first method for the trifluoromethylation of immobilized arenes, the aryl halides are attached through a dithioester linkage to the Merrifield resin and then functionalized by means of numerous reactions including transition
- Doebele, Marion,Wiehn, Matthias S.,Braese, Stefan
-
supporting information; experimental part
p. 11533 - 11535
(2012/01/11)
-
- Acid-washed bentonite: A new reagent for the deprotection of tetrahydropyranyl ethers
-
Acid-washed (pH 4 and pH 6) bentonite earth cleaves the tetrahydropyranyl ethers to the corresponding alcohols in good yield under mild conditions.
- Poon, Po.S.,Banerjee, Ajoy K.,Bedoya, Liadis,Sanchez, Jennifer,Laya, Manuel S.
-
experimental part
p. 477 - 479
(2011/10/18)
-
- Endoxifen is a new potent inhibitor of PKC: A potential therapeutic agent for bipolar disorder
-
Protein kinase C (PKC) plays a major role in regulation of both pre and postsynaptic neurotransmission. Excessive activation of PKC results in symptoms related to bipolar disorder. Tamoxifen, a widely used breast cancer drug is known to inhibit PKC and demonstrate antimanic properties in human. We describe herein the synthesis of endoxifen, a tamoxifen active metabolite and compared its PKC inhibitory activity with that of tamoxifen. Endoxifen exhibited fourfold higher potency compared to tamoxifen.
- Ali, Shoukath M.,Ahmad, Ateeq,Shahabuddin, Syed,Ahmad, Moghis U.,Sheikh, Saifuddin,Ahmad, Imran
-
body text
p. 2665 - 2667
(2010/07/05)
-
- Synthesis and characterization of achiral bent-core liquid crystalline molecules containing salicylaldimine-based with a wide temperature range of SmCP phase
-
The design and synthesis of a series bent-core materials base on a 3,4'-biphenyldiol central core containing salicylaldimine-based and two terminal tetradecyloxy tails are reported. In addition, the effects of lateral substituents (R = F and Cl) at the biphenyl core into 3'-position are examined. These substituents have a strong influence in reducing the clearing temperatures and increasing temperature range of SmCP phase. Upon cooling process the isotropic liquid, compound SB-Cl exhibits the lowest clearing transition temperature of 180 oC and the widest SmCP phase range of 129 °C. The mesophase behaviour were investigated by polarizing optical microscopy (POM), differential scanning calorimetry (DSC), X-ray diffraction (XRD), and electro-optical (EO) measurements in the mesophase temperature range.
- Liao, Chien-Tung,Liu, Jung-Yo,Zou, Sing-Fang,Wu, Nien-Chieh,Wu, Zheng-Long,Lee, Jiunn-Yih
-
scheme or table
p. 124 - 133
(2011/04/15)
-
- Efficient tetrahydropyranyl and tetrahydrofuranyl protection/deprotection of alcohols and phenols with Al(OTf)3 as catalyst
-
A simple and efficient method for the conversion of alcohols and phenols into their corresponding THP and THF ethers at room temperature has been developed using 1 mol % aluminium triflate as catalyst. The deprotection reaction in the presence of methanol using Al(OTf)3 was equally successful and could be performed at ambient temperature in high yields.
- Williams, D. Bradley G.,Simelane, Sandile B.,Lawton, Michelle,Kinfe, Henok H.
-
experimental part
p. 4573 - 4576
(2010/07/05)
-
- Copper nitrate/acetic acid as an efficient synergistic catalytic system for the chemoselective tetrahydropyranylation of alcohols and phenols
-
Tetrahydropyranylation of alcohols and phenols was accomplished successfully using copper nitrate and acetic acid as a synergistic catalyst at room temperature under solvent-free condition. Compared with other synergistic catalytic systems, copper nitrate/acetic acid proved to be the most efficient. Both alcohols (primary, secondary, tertiary, benzylic, cyclic, allyl, cinnamyl, and furyl) and phenols reacted smoothly in high yields. Graphical abstract: [Figure not available: see fulltext.]
- Wang, Min,Song, Zhi-Guo,Gong, Hong,Jiang, Heng
-
experimental part
p. 177 - 179
(2010/04/02)
-
- Carbon tetrabromide/sodium triphenylphosphine-m-sulfonate (TPPMS) as an efficient and easily recoverable catalyst for acetalization and tetrahydropyranylation reactions
-
A solid complex, conveniently prepared from carbon tetrabromide and sodium triphenylphos-phine-m-sulfonate (TPPMS), can be used as an easily recoverable catalyst for the selective acetalization of aldehydes and tetrahydropyranylation of alcohols. The catalyst can be recovered by simple pre-cipitation with ether and can be reused at least 7 times without loss of catalytic activity.
- Huo, Congde,Chan, Tak Hang
-
experimental part
p. 1933 - 1938
(2011/02/28)
-
- Bu3SnH-mediated radical cyclisation onto azoles
-
Alkyl radicals have been cyclised onto pyrroles, imidazoles and pyrazoles, and acyl radicals cyclised onto pyrroles, using Bu3SnH-, (TMS)3SiH- and Bu3GeH-mediated aromatic homolytic substitution for the synthesis of bicyclic N-heterocycles. The reactions yield intermediate π-radicals that lose hydrogen in the?rearomatisation step of the aromatic homolytic substitution. Mechanistic studies of these rearomatisation steps indicate aromatic homolytic substitution in which the initiator or breakdown products from the inhibitor are responsible for the H-abstraction step.
- Allin, Steven M.,Barton, William R.S.,Russell Bowman,Bridge (née Mann), Emma,Elsegood, Mark R.J.,McInally, Tom,McKee, Vickie
-
p. 7745 - 7758
(2008/12/21)
-
- ENDOXIFEN METHODS AND COMPOSITIONS
-
The present invention provides compositions containing endoxifen, formulations and liposomes of endoxifen, methods of preparation of such agents and formulations, and use of such agents and formulations for the treatment of breast cancer and other breast
- -
-
Page/Page column 30
(2008/12/06)
-
- A METHACRYLATE-BOUND PHOTOISOMERIZABLE CHROMOPHORE, METHODS FOR ITS SYNTHESIS AND OF ITS INTERMEDIATES
-
The invention discloses novel dicyanostilbene derivatives bound to a methacrylic moiety that can serve as an active chromophore in a 3-dimensional optical memory, processes for its synthesis and its intermediates.
- -
-
Page/Page column 19; figure 8
(2008/06/13)
-
- Efficient method for tetrahydropyranylation of alcohols and phenols and deprotection of THP ethers using H14[NaP5W 30O110] as a Green Catalyst
-
A simple and effective method for tetrahydropyranylation of alcohols and phenols and the regeneration of THP ethers using a catalytic amount of H 14[NaP5W30O110] is reported. Copyright Taylor & Francis Group, LLC.
- Heravi, Majid M.,Haghighi, Masoumeh,Derikvand, Fatemeh,Bamoharram, Fatemeh F.
-
p. 3103 - 3107
(2007/10/03)
-
- Identification of centrolobol as the platyphylloside metabolite responsible for the observed effect on in vitro digestibility of hay
-
Syntheses of the metabolites from platyphylloside, a phenol causing digestibility inhibition in rumen fluid, have been performed to identify the active metabolite. 1,7-Bis(4′-hydroxyphenyl)-3-heptanone (3-platyphyllone), racemic, and the two enantiomers o
- Sunnerheim, Kerstin,Bratt, Katharina
-
p. 5869 - 5872
(2007/10/03)
-
- Efficient tetrahydropyranylation of alcohols and detetrahydropyranylation reactions in the presence of catalytic amount of trichloroisocyanuric acid (TCCA) as a safe, cheap industrial chemical
-
Preparation and cleavage of THP ethers of different hydroxy functional groups are easily and efficiently performed in the presence of trichloroisocyanuric acid (TCCA) in the absence of solvent with high yields.
- Firouzabadi, Habib,Iranpoor, Nasser,Hazarkhani, Hassan
-
p. 3623 - 3630
(2007/10/03)
-
- Lithium triflate (LiOTf) catalyzed efficient and chemoselective tetrahydropyranylation of alcohols and phenols under mild and neutral reaction conditions
-
Different types of alcohols and phenols were effectively converted to the corresponding THP ethers in the presence of DHP and a catalytic amount of lithium trifluoromethanesulfonate (LiOTf) in refluxing 1,2-dichloroethane under essentially neutral reaction conditions. The method also shows good chemoselectivity for mono-tetrahydropyranylation of symmetrical diols.
- Karimi, Babak,Maleki, Jafar
-
p. 5353 - 5355
(2007/10/03)
-
- From terphenyl-dendronized macromonomers to aromatic-aliphatic polyethers bearing two pendant dendrons per repeating unit
-
Novel side chain dendritic aromatic-aliphatic polyethers are synthesized from aromatic terphenyl diols, disubstituted with Frechet-type dendrons of the first and second generation and aliphatic dibromides of various lengths. High-molecular-weight soluble
- Andreopoulou,Kallitsis
-
p. 5808 - 5815
(2007/10/03)
-
- A large, laboratory-scale synthesis of [4-(2-(2H)-tetrahydropyranyloxy)phenyl]boronic acid
-
A large, laboratory-scale synthesis of a useful intermediate for coupling reactions, [4-(2-(2H)-tetrahydropyranyloxy)phenyl]-boronic acid, is described.
- Cladingboel, David E.
-
p. 153 - 155
(2013/09/07)
-
- Designing banana-shaped liquid crystals without Schiff's base units: m- Terphenyls, 2,6-diphenylpyridines and V-shaped tolane derivatives
-
This paper reports attempts to obtain (anti)ferroelectric switchable achiral banana-shaped molecules without Schiff's base units. For this purpose we have synthesized novel V-shaped molecules consisting of rigid angular central units [1,3-disubstituted be
- Shen, Dong,Diele, Siegmar,Pelzl, Gerhard,Wirth, Ina,Tschierske, Carsten
-
p. 661 - 672
(2007/10/03)
-
- Heterocyclic compounds
-
The invention concerns pharmaceutically useful compounds of the formula I, in which A1, A2, A3, A4, B1, m, Ar, W, X, Y, Z and R1 have any of the meanings defined herein, and their pharmaceutically acceptable salts, and pharmaceutical compositions containing them. The novel compounds possess endothelin receptor antagonist activity and are useful, for example, in the treatment of diseases or medical conditions in which elevated or abnormal levels of endothelin play a significant causative role. The invention further concerns processes for the manufacture of the novel compounds and the use of the compounds in medical treatment.
- -
-
-
- N-heterocyclic sulfonamides having endothelin receptor activity
-
The invention concerns pharmaceutically useful compounds of the formula I, in which R 1, R 2, R 3, n, m and Het have any of the meanings defined herein, and their pharmaceutically-acceptable salts, and pharmaceutical compositions containing them. The novel compounds possess endothelin receptor antagonist activity and are useful, for example, in the treatment of diseases or medical conditions in which elevated or abnormal levels of endothelin play a significant causative role. The invention further concerns processess for the manufacture of the novel compounds and the use of the compounds in medical treatment.
- -
-
-
- Estrogenic triarylethylene acetic acids: Effect of structural variation on estrogen receptor affinity and estrogenic potency and efficacy in MCF-7 cells
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Triarylethylenecarboxylic acids exemplified by (E,Z)-2-{4-[1-(p- hydroxyphenyl)-2-phenyl]-1-butenyl}phenoxyacetic acid (8) are a new class of estrogen receptor (ER) ligands capable of tissue selective estrogen agonist and antagonist effects. We report the syntheses of 8 and of analogues incorporating structural features known or anticipated to facilitate ER affinity in triarylethylenes. These studies revealed that the p- hydroxyphenyl moiety, ethylenic bond, and ether oxygen of 8 were all critical for high ER affinity. Although a 1,1-bisphenolic analogue bearing the p- (oxyacetic acid) moiety on its 2-phenyl ring, 12, had low ER affinity, it exhibited estrogenic potency approaching that of 8 in MCF-7 cells. Unlike 8 which was a partial agonist with weak antagonist potency, 12 was a full agonist. A similar profile of potency/efficacy in MCF-7 cells was seen in 9, an ethylenic bond saturated analogue of 8. Growth-promoting effects of 8, 9, and 12 were fully antagonized by the antiestrogen tamoxifen, suggesting that such effects were mediated solely via ER. Thus, our studies in MCF-7 cells have confirmed the estrogenicity of 8 and have enabled identification of two analogues with favorable estrogenic potency and full estrogen efficacy. On this basis, these three (triarylethylene)acetic acids have been selected for more intensive animal studies of their extrareproductive tract estrogenic effects.
- Ruenitz, Peter C.,Bourne, Caryl S.,Sullivan, Kelly J.,Moore, Susan A.
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p. 4853 - 4859
(2007/10/03)
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- The conformation of crystalline Di[3-(4′-methoxyphenyl)-2,2,4,4-tetramethylpentan-3-yl] oxalate
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Di[3-(4′-methoxyphenyl)-2,2,4,4-tetramethylpentan-3-yl] oxalate (4a) and the analogous bis tetrahydropyranyl ether (4b) have been synthesized, and X-ray crystallography of the former shows an almost symmetrically staggered relationship of the t-butyl grou
- Collins, David J.,Dosen, Miroslav,Fallon, Gary D.,Jacobs, Howard A.,Meijs, Gordon F.,Rizzardo, Ezio
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p. 1171 - 1174
(2007/10/03)
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- The conformational behaviour of 2-aryloxytetrahydropyrans and 2-acetoxytetrahydropyran, and barrier to ring inversion
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The 13C nuclear magnetic resonance data of a series of 2-(4-substituted-phenoxy)tetrahydropyrans at 156 K and in CF2Br2 and CHFCl2 solvents show that the axial preference increases with electron withdrawal in the aryloxy group: from 79 percent (ΔG0E->A = -0.4 kcal mol-1) (4-OCH3) to 90 percent (ΔG0E->A = -0.7 kcal mol-1) (4-NO2) in CF2Br2.The axial preference (anomeric effect) is smaller in the more polar CHFCl2 solvent, as expected, and the substituent effect is smaller also: change in ΔG0E->A from -0.3 (4-OCH3) to -0.5 (4-NO2) kcal mol-1.However, the axial preference of 2-acetoxytetrahydropyran is shown to be smaller than that of 2-phenoxytetrahydropyran in CF2Br2 solvent although the acetoxy group is expexted to be more electronegative than the phenoxy group.Furthermore, the polarity of the solvent has no effect on the conformational equilibrium of 2-acetoxytetrahydropyran.The results are interpreted in terms of both orbital and electrostatic interactions.The ring-inversion barrier of 2-alkoxy and 2-aryloxytetrahydropyrans, determined by the temperature-coalescence method, is lower than that of tetrahydropyran by about 1.5 kcal mol-1.
- Quedraogo, Adama,Lessard, Jean
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p. 474 - 480
(2007/10/02)
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- Hydroxy derivatives of tamoxifen
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In the exploration of the structural features that affect the RBA (binding affinity for the estrogen receptor of rat uterus relative to that of estradiol) in the tamoxifen [trans-(Z)-1-[4-(dimethylamino)ethoxy]-1,2-diphenyl-1-butene] series, several derivatives variously substituted in the 1-phenyl group have been synthesized. In the tamoxifen series, the descriptors E and Z, which define the configuration of the geometrical isomers and depend on the location and nature of substituents in the aromatic moieties and the ethyl group, may vary, although the relative configuration (cis or trans) does not. In order to avoid confusion the terms cis and trans will be used in this paper to refer to the relative positions of the 4-[2-(dimethylamino)ethoxy]phenyl and ethyl (or hydroxyethyl, hydroxypropyl, or bromo) substituents attached to the ethene moiety]. The final stage of each synthesis involved acid-catalyzed dehydration of a tertiary alcohol, and, in contrast to the known 3- and 4-hydroxy derivatives which were obtained as near-equimolar cis,trans mixtures, only the trans forms of the 2-hydroxy, 2-methyl, 2,4-dihydroxy, and 4-hydroxy-2-methyl derivatives were obtained. Also, in contrast to the trans forms of the 3- and 4-hydroxy derivatives, which are readily equilibrated to cis,trans mixtures, the trans 2-hydroxy derivative could not be isomerized. Tamoxifen and 2-methyltamoxifen had similar RBA's (~1% of that of E2), but that of 2-hydroxytamoxifen was much lower (0.1%). Introduction of a second hydroxyl group (2,4-dihydroxy derivative) enhanced the RBA, and for the 4-hydroxy-2-methyl derivative, the RBA and growth inhibitory activity against the MCF-7 mammary tumor cell line in vitro were high and comparable to those of 4-hydroxytamoxifen, a metabolite of the parent drug. Tamoxifen derivatives hydroxylated at positions 3 or 4 of the 1-butene moiety and the 5-hydroxy-1-pentene analogue were also synthesized, but they had very low RBA values.
- Foster,Jarman,Leung,McCague,Leclercq,Devleeschouwer
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p. 1491 - 1497
(2007/10/02)
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- Certain 4-cyclopropylphenyl geranyl ethers and their use in controlling insects
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Compounds which are useful for controlling insects by impeding their metamorphosis, have the formula STR1 wherein i. A and B together form a bond, II. A and B together form an epoxide link, Or Iii. A is hydrogen and B is C1 -C4 alkox
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